Title: Book the Best PET FRIENDLY Hotels in Chester, MT from CA $320 - Chester Dog-Friendly Hotels | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d3000445747.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d3000445747.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d3000445747.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d3000445747.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/pet_friendly.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Pet-friendly Hotels in Chester, MT from CA $320 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chester Pet-friendly Hotels Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=3000445747&startDate=2025-12-12&endDate=2025-12-13&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000445747&startDate=2025-12-13&endDate=2025-12-14&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000445747&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000445747&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester pet-friendly hotels ![Exterior detail](https://images.trvl-media.com/lodging/38000000/37270000/37266700/37266607/464558fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/38000000/37270000/37266700/37266607/0992a8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, music library](https://images.trvl-media.com/lodging/38000000/37270000/37266700/37266607/79197ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/38000000/37270000/37266700/37266607/16571978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great northern bed and breakfast [](https://www.expedia.ca/Chester-Hotels-The-Great-Northern-Bed-Breakfast.h37266607.Hotel-Information) Chester 9.8/10 Exceptional (9) "This is a great little location and we were so happy to find a place to stay in Chester. We will definitely stay here again and make sure to tell others coming through the area about it if they need a place to stay. Accommodations were great and exactly what we needed for this trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole P. CA $220 CA $321 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Chester-Hotels-The-Great-Northern-Bed-Breakfast.h37266607.Hotel-Information) ![TV, DVD player, books, music library](https://images.trvl-media.com/lodging/38000000/37270000/37266500/37266433/9e640be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37270000/37266500/37266433/17cc3650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/38000000/37270000/37266500/37266433/cfc9fe82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37270000/37266500/37266433/b6726dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westland Suite - Historic Lodging, Contemporary Comforts [](https://www.expedia.ca/Chester-Hotels-The-Westland-Suite-Historic-Lodging.h37266433.Hotel-Information) Chester 9.8/10 Exceptional (15) "Westland Suite was charming and fit our needs perfectly. Four adults and two teenagers stayed and all were very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacquie B. CA $220 CA $320 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Chester-Hotels-The-Westland-Suite-Historic-Lodging.h37266433.Hotel-Information) ![TV, books, video library](https://images.trvl-media.com/lodging/37000000/36470000/36462300/36462235/f58d653a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36470000/36462300/36462235/ab7a5331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36470000/36462300/36462235/f4dc516f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36470000/36462300/36462235/9810ae28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Homestead - 3 bedroom House in the Heart of Chester [](https://www.expedia.ca/Chester-Hotels-The-Homestead-2-Bedroom-House-In-The-Heart-Of-Chester.h36462235.Hotel-Information) Chester 10/10 Exceptional (23) "Great place to stay in a nice town in Montana!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil L. CA $220 CA $321 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Chester-Hotels-The-Homestead-2-Bedroom-House-In-The-Heart-Of-Chester.h36462235.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27®ionId=3000445747&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ## Frequently asked questions ### How much does a pet-friendly hotel in Chester cost? ### Which area of Chester is best to stay in for pet-friendly hotels? > This main thoroughfare, also known as First Avenue, runs directly through Chester and is where you'll find most of the town's accommodation options, petrol stations, and eateries. It's a convenient and straightforward area, making it easy to access amenities and continue your journey. The hotels here are typically designed for travellers passing through, offering practical facilities. > > > For travellers with pets, these hotels are ideal due to their easy access from the highway and often have grassy areas nearby for pet relief. ### How do I ensure I have booked a pet-friendly room in Chester? ### What pet-friendly activities should we do in Chester? > Chester's main hub is relatively compact, centred around Main Street, which offers local eateries and shops. The town is surrounded by open spaces, making it convenient to find areas for pets to exercise. > > > For families travelling with pets, staying in or near the town centre makes it simple to access local green spaces like the Chester City Park. This park offers open areas for pets to stretch their legs, and it's a nice spot for a picnic. You'll find it just a short walk from Main Street, providing a convenient outing for both children and their furry companions. > > > Couples looking for a relaxing trip with their pets will appreciate accommodations that are a short drive or walk from the Marias River. There are public access points along the river where you can enjoy leisurely strolls with your dog, and some areas are suitable for a quiet afternoon by the water. ### What amenities should I look for in a pet-friendly hotel in Chester? ### How can I save on a pet-friendly hotel in Chester with Expedia? ### Do any Chester hotels have restrictions on pet sizes or breeds? ### Is it cheaper to book flights and a pet-friendly hotel in Chester as a package? ### Can I cancel my pet-friendly hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Brady ](https://www.expedia.ca/3Star-Brady-Hotels.s30-0-d770577791041282048.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Joplin ](https://www.expedia.ca/3Star-Joplin-Hotels.s30-0-d6339272.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Shelby ](https://www.expedia.ca/5Star-Shelby-Hotels.s50-0-d55190.Travel-Guide-Filter-Hotels) - [Apartments in Big Sandy ](https://www.expedia.ca/Big-Sandy-Apartments.d553248634983222189-aaApartments.Travel-Guide-Accommodation) - 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